157188-08-4Relevant academic research and scientific papers
An efficient method for the synthesis of substituted 4-acetoxynaphthalene- 2-carboxylate esters, ethyl 4-acetoxybenzofuran-6-carboxylate, and ethyl 4-acetoxybenzothiophene-6-carboxylate
Pati, Hari,LeBlanc, Regan,Lee, Moses
, p. 587 - 592 (2007/10/03)
4-Acetoxynaphthalene-2-carboxylate esters and their corresponding benzofuran and benzothiophene esters are important synthetic intermediates for the preparation of analogs of CC-1065 and the duocarmycins. In this communication, an efficient method for the synthesis of the titled compounds using an Emmons-Horner reaction strategy is reported. As an alternative to the Stobbe condensation reaction, coupling of tert-butyl 3-ethoxycarbonyl-3- (phosphonodiethyl)propionate with a series of aromatic aldehydes, followed by acid promoted removal of the tert-butyl group and Friedel-Crafts reaction, produced the target compounds in good overall yields and of excellent quality.
Design, synthesis and cytotoxicity evaluation of 1-chloromethyl-5-hydroxy-1,2-dihydro-3H-benz[e]indole (seco-CBI) dimers
Jia, Guofeng,Lown, J. William
, p. 1607 - 1617 (2007/10/03)
Three types of 1-chloromethyl-5-hydroxy-1,2-dihydro-3H-benz[e]indole (seco-CBI) dimers were designed, synthesized and evaluated in vitro by NCI against nine types of cancer cells. Biological results showed that the antitumor activities of these seco-CBI dimers were strongly related to the position and length of the linker and generally with potency increasing in the order of C7-C7 dimers (22i-iv)50 values50 values0.01μM against all the cell lines and showed the highest overall potency of the agents examined (GMG=0.0120μM). Copyright (C) 2000 Elsevier Science Ltd.
